The rapid increase in the variety and availability of resources and tools that enable people to easily create and publish their own materials as well as to access those created by others extends the capacity for learning context creation beyond teachers, academics, designers and policy makers. It also challenges our existing pedagogies. In this paper we suggest that one of the challenges that arises from the OpenLearn initiative is that of finding ways in which technology can support learners to effectively create their own learning contexts. We also suggest that the successful creation of Learner Generated Contexts can address concerns about the sustainability of OpenLearning. Our intention is to seed a wide-ranging debate at the OpenLearn conference.